T. Chan, P. Brownbridge
1981
Citations
0
Influential Citations
27
Citations
Journal
Tetrahedron
Abstract
Abstract 2,4-Bis(trimethylsiloxy)-penta-1,3–diene ( 2 ) condenses with various equivalents of β -dicarbonyl compounds and titanium tetrachloride to give substituted o -acetylphenols in a regio-controlled manner. Replacing 2 with 2,4-bis (trimethylsiloxy)-l-methoxypenta-1,3-diene ( 10 ) in the condensation reaction gives substituted methyl salicylates. The salicylates can be converted to phenols by decarboxylation. Condensation of 1,3-bis(trimethylsiloxy)-1-methoxy-2-methylpenta-1,3-diene ( 19 ) with β- carbonyl equivalents gives cyclisation products which can be aromatised by decarboxylation.